Name | D-Pinitol |
Synonyms | Pinit Sennit Matezit PINITOL Sennitol D-PINITOL D-Pinitol D-PINTIOL NSC 43336 NSC 128700 (+)-Pinitol Pinitol, (+)- D-(+)-Pinitol 3-O-METHYL-D-CHIRO-INOSITOL D-chiro-Inositol, 3-O-methyl- D-chiro-Inositol, 3-O-methyl- (9CI) Inositol, 3-O-methyl-, D-chiro- (8CI) 6-methoxycyclohexane-1,2,3,4,5-pentol (1R,2S,4S,5S)-6-methoxycyclohexane-1,2,3,4,5-pentol (1R,2S,3r,4R,5S,6r)-6-methoxycyclohexane-1,2,3,4,5-pentol (1R,2S,3R,4S,5S,6S)-6-methoxycyclohexane-1,2,3,4,5-pentol |
CAS | 10284-63-6 |
EINECS | 1312995-182-4 |
InChI | InChI=1/C7H14O6/c1-13-7-5(11)3(9)2(8)4(10)6(7)12/h2-12H,1H3/t2-,3-,4-,5-,6+,7+/m0/s1 |
Molecular Formula | C7H14O6 |
Molar Mass | 194.18 |
Density | 1.2501 (rough estimate) |
Melting Point | 179-185 °C (lit.) |
Boling Point | 250.62°C (rough estimate) |
Specific Rotation(α) | 56 º (c=1, H2O) |
Flash Point | 145.621°C |
Water Solubility | Soluble in water. |
Solubility | Soluble in methanol, ethanol, DMSO, insoluble in petroleum ether, chloroform. |
Vapor Presure | 0mmHg at 25°C |
Appearance | White powder |
Color | White to Light yellow |
pKa | 12.98±0.70(Predicted) |
Storage Condition | Sealed in dry,Room Temperature |
Sensitive | Avoid light |
Refractive Index | 1.5600 (estimate) |
MDL | MFCD00216659 |
Physical and Chemical Properties | White crystalline powder, soluble in methanol, ethanol, DMSO and other organic solvents, derived from soybean, green soybean, pea, black beans, red beans, Beans, beans, peas. |
Use | Have cough, expectorant effect |
In vitro study | D-pinitol promotes apoptosis in MCF-7 cells via induction of p53 and Bax and inhibition of Bcl-2 and NF-κB. |
Risk Codes | R11 - Highly Flammable R34 - Causes burns |
Safety Description | S22 - Do not breathe dust. S24/25 - Avoid contact with skin and eyes. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S16 - Keep away from sources of ignition. |
WGK Germany | 3 |
HS Code | 29094990 |
Plant source: | White kidney beans |
EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
effect | D-pinitol is a derivative of D-chiral inositol methylation, which has insulin-like effect and can reduce and regulate the body's blood sugar balance and relieve insulin resistance. It is a new hypoglycemic functional substance. |
Preparation | 1. Extraction of D-pinitol from plants: D-pinitol has a wide range of plant sources and was first found in Pinaceae plants. The name of pinitol also comes from this. Later, the presence of D-pinitol was also found in leguminous plants, and its content was quite abundant, which greatly expanded the plant source of D-pinitol. In addition, D-pinitol is also widely found in the flowers and leaves of plants of the genus Phyllanthus, alfalfa and many plants, and this component is also found in the sap of some plants. D-pinitol is also very rich in resources in China, such as in China's big leaf Yunshi, Hu Luba, Tibetan cat milk, green sandalwood, bark, aloe and other plant seeds and honey tea are found to contain D-pinitol. 2. Chemical synthesis: A method based on C2-symmetric chiral cell is designed to synthesize D-pinitol. Acetate and sodium methoxy undergo ester group transfer, and at the same time its reverse reaction affects the formation of epoxide and induces a kind of allyl epoxide to open the alignment, so that it is produced in the 96% Methoxyethanol is provided, and trifluoroacetic acid is added to prepare D-pinitol after the dihydroxylation reaction with OSO4. Through this transformation, cheap L-(+)-tartaric acid can be converted into D-pinol and L-pinol. |
Biological activity | D-pinitol (3-O-Methyl-D-chiro-inositol) is a natural compound that exists in several plants, such as Pinaceae and Leguminosae. D-pinitol has hypoglycemic activity and cardiovascular system protection. D-pinitol have antiviral and larval activities. |
use | used for content determination/identification/pharmacological experiments, etc. Pharmacological effects: clearing heat and promoting dampness, eliminating food and accumulation, eliminating phlegm and relieving cough. It has the ability to stimulate insulin and lower blood sugar. Can promote the absorption of creatine has the ability to stimulate insulin, can reduce blood sugar, can promote the absorption of creatine. It has antitussive and expectorant effects |